864232-34-8 (甘草查尔酮 E,Licochalcone E)

快速询单

结构式：

甘草查尔酮 EMOL文件

CAS号：

864232-34-8

中文名称：

甘草查尔酮 E

英文名称：

Licochalcone E

分子式：

C₂₁H₂₂O₄

分子量：

338.396986484528

简介：

Licochalcone E 是可从Glycyrrhiza uralensis 中提取到的黄酮类化合物，通过抑制AKT 和 MAPK 的激活来抑制NF-κB 和 AP-1 的转录活性。

植物源：

甘草乌头

甘草查尔酮 E(864232-34-8)名称与标识符

名称

中文别名：

甘草查尔酮 E;甘草查尔酮E;

英文别名：

Licochalcone E;(E)-3-[4-Hydroxy-2-methoxy-5-[(2R)-3-methylbut-3-en-2-yl]phenyl]-1-(4-hydroxyphenyl)prop-2-en-1-one;(S)-(?)-Licochalcone E;BDBM50344622;(E)-3-[4-hydroxy-2-methoxy-5-[(2S)-3-methylbut-3-en-2-yl]phenyl]-1-(4-hydroxyphenyl)prop-2-en-1-one;(S,E)-3-(4-Hydroxy-2-methoxy-5-(3-methylbut-3-en-2-yl)phenyl)-1-(4-hydroxyphenyl)prop-2-en-1-one;(2E)-3-[5-[(1S)-1,2-Dimethyl-2-propen-1-yl]-4-hydroxy-2-methoxyphenyl]-1-(4-hydroxyphenyl)-2-propen-1-one (ACI);2-Propen-1-one, 3-[5-[(1S)-1,2-dimethyl-2-propenyl]-4-hydroxy-2-methoxyphenyl]-1-(4-hydroxyphenyl)-, (2E)- (9CI);CS-0032374;HY-N4182;AKOS040760126;MS-25149;864232-34-8;DTXSID40904154;CHEMBL1779057;SCHEMBL26114169;DA-54912;(E)-3-(4-hydroxy-2-methoxy-5-((2S)-3-methylbut-3-en-2-yl)phenyl)-1-(4-hydroxyphenyl)prop-2-en-1-one;DTXCID501332039;

标识符

InChIKey：

SWPKMTGYQGHLJS-RNVIBTMRSA-N

Inchi：

1S/C21H22O4/c1-13(2)14(3)18-11-16(21(25-4)12-20(18)24)7-10-19(23)15-5-8-17(22)9-6-15/h5-12,14,22,24H,1H2,2-4H3/b10-7+/t14-/m0/s1

SMILES：

C(/C1C=C([C@@H](C)C(=C)C)C(O)=CC=1OC)=C\C(C1C=CC(O)=CC=1)=O

甘草查尔酮 E(864232-34-8)物化性质

实验特性

颜色与性状 : Powder

计算特性

精确分子量 : 338.15180918 g/mol
氢键供体数量 : 2
氢键受体数量 : 4
可旋转化学键数量 : 6
同位素质量 : 338.15180918 g/mol
重原子数量 : 25
复杂度 : 490
同位素原子数量 : 0
确定原子立构中心数量 : 1
不确定原子立构中心数量 : 0
确定化学键立构中心数量 : 1
不确定化学键立构中心数量 : 0
共价键单元数量 : 1
疏水参数计算参考值（XlogP） : 5
拓扑分子极性表面积 : 66.8
分子量 : 338.4

甘草查尔酮 E(864232-34-8)推荐厂家更多厂家(25)

公司名称	手机号/电话	联系人	QQ	询单
南京清韵生物科技有限公司	15251745733	王经理	477691609	询单
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成都筑钼科技有限公司	13980723364 028-61983833	杨雪儿	2916345763	询单
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南京普怡生物科技有限公司	13851506462	刘经理	927565933	询单
上海瀚思化工有限公司	18939883912 021-34536277	顾经理	3003949364	询单
上海绩祥生物科技有限公司	13093077543	陆经理	3985448220	询单
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上海赫湃生物科技有限公司	13122891558 18616545970	张硕	1438227360	询单
武汉天植生物技术有限公司	18607107848	张小姐	2056216494	询单

甘草查尔酮 E(864232-34-8)合成路线

合成路线：1 步

58749-22-7

_77%

864232-34-8

反应条件：

1.1 Solvents: N,N-Diethylaniline ; 0.5 h, reflux; reflux → rt

参考文献：

Semisynthesis of licochalcone E and biological evaluation as vasorelaxant agents

Yoon, Goo; et al, Bulletin of the Korean Chemical Society, 2010, 31(4), 1085-1087

合成路线：1 步

1227484-45-8

_67%

864232-34-8

反应条件：

1.1 Reagents: Hydrochloric acid Solvents: Methanol ; 5 h, rt

参考文献：

An enantioselective total synthesis of (S)-(-)-licochalcone E: determination of the absolute configuration

Liu, Zhiguo; et al, Tetrahedron, 2010, 66(17), 3165-3172

合成路线：2 步

1227484-02-7

16162-69-9

864232-34-8

反应条件：

1.1 Reagents: Potassium hydroxide Solvents: Ethanol , Water ; 48 h, rt
2.1 Reagents: Hydrochloric acid Solvents: Methanol ; 5 h, rt

参考文献：

An enantioselective total synthesis of (S)-(-)-licochalcone E: determination of the absolute configuration

Liu, Zhiguo; et al, Tetrahedron, 2010, 66(17), 3165-3172

合成路线：3 步

1227484-44-7

864232-34-8

反应条件：

1.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ; 3 h, 0 °C
2.1 Reagents: Potassium hydroxide Solvents: Ethanol , Water ; 48 h, rt
3.1 Reagents: Hydrochloric acid Solvents: Methanol ; 5 h, rt

参考文献：

An enantioselective total synthesis of (S)-(-)-licochalcone E: determination of the absolute configuration

Liu, Zhiguo; et al, Tetrahedron, 2010, 66(17), 3165-3172

合成路线：4 步

1227484-43-6

864232-34-8

反应条件：

1.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ; 3 h, 0 °C
2.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ; 3 h, 0 °C
3.1 Reagents: Potassium hydroxide Solvents: Ethanol , Water ; 48 h, rt
4.1 Reagents: Hydrochloric acid Solvents: Methanol ; 5 h, rt

参考文献：

An enantioselective total synthesis of (S)-(-)-licochalcone E: determination of the absolute configuration

Liu, Zhiguo; et al, Tetrahedron, 2010, 66(17), 3165-3172

合成路线：5 步

1779-49-3

1227484-41-4

864232-34-8

反应条件：

1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ; 15 min, rt
1.2 Solvents: Tetrahydrofuran ; 4 h, rt
2.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ; 3 h, 0 °C
3.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ; 3 h, 0 °C
4.1 Reagents: Potassium hydroxide Solvents: Ethanol , Water ; 48 h, rt
5.1 Reagents: Hydrochloric acid Solvents: Methanol ; 5 h, rt

参考文献：

An enantioselective total synthesis of (S)-(-)-licochalcone E: determination of the absolute configuration

Liu, Zhiguo; et al, Tetrahedron, 2010, 66(17), 3165-3172

合成路线：6 步

1227484-39-0

676-58-4

864232-34-8

反应条件：

1.1 Solvents: Tetrahydrofuran ; 3 h, 0 °C
2.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ; 15 min, rt
2.2 Solvents: Tetrahydrofuran ; 4 h, rt
3.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ; 3 h, 0 °C
4.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ; 3 h, 0 °C
5.1 Reagents: Potassium hydroxide Solvents: Ethanol , Water ; 48 h, rt
6.1 Reagents: Hydrochloric acid Solvents: Methanol ; 5 h, rt

参考文献：

An enantioselective total synthesis of (S)-(-)-licochalcone E: determination of the absolute configuration

Liu, Zhiguo; et al, Tetrahedron, 2010, 66(17), 3165-3172

合成路线：7 步

1227484-06-1

1117-97-1

864232-34-8

反应条件：

1.1 Reagents: Triethylamine , 1-Hydroxybenzotriazole , 1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride Solvents: Dichloromethane ; 10 h, rt
2.1 Solvents: Tetrahydrofuran ; 3 h, 0 °C
3.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ; 15 min, rt
3.2 Solvents: Tetrahydrofuran ; 4 h, rt
4.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ; 3 h, 0 °C
5.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ; 3 h, 0 °C
6.1 Reagents: Potassium hydroxide Solvents: Ethanol , Water ; 48 h, rt
7.1 Reagents: Hydrochloric acid Solvents: Methanol ; 5 h, rt

参考文献：

An enantioselective total synthesis of (S)-(-)-licochalcone E: determination of the absolute configuration

Liu, Zhiguo; et al, Tetrahedron, 2010, 66(17), 3165-3172

合成路线：8 步

1227484-37-8

864232-34-8

反应条件：

1.1 Reagents: Lithium hydroxide , Hydrogen peroxide Solvents: Tetrahydrofuran , Water ; 0 °C → rt; 4 h, rt
2.1 Reagents: Triethylamine , 1-Hydroxybenzotriazole , 1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride Solvents: Dichloromethane ; 10 h, rt
3.1 Solvents: Tetrahydrofuran ; 3 h, 0 °C
4.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ; 15 min, rt
4.2 Solvents: Tetrahydrofuran ; 4 h, rt
5.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ; 3 h, 0 °C
6.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ; 3 h, 0 °C
7.1 Reagents: Potassium hydroxide Solvents: Ethanol , Water ; 48 h, rt
8.1 Reagents: Hydrochloric acid Solvents: Methanol ; 5 h, rt

参考文献：

An enantioselective total synthesis of (S)-(-)-licochalcone E: determination of the absolute configuration

Liu, Zhiguo; et al, Tetrahedron, 2010, 66(17), 3165-3172

合成路线：9 步

1227484-11-8

74-88-4

864232-34-8

反应条件：

1.1 Reagents: Sodium bis(trimethylsilyl)amide Solvents: Tetrahydrofuran ; 1.2 h, -78 °C
1.2 4 h, -78 °C
2.1 Reagents: Lithium hydroxide , Hydrogen peroxide Solvents: Tetrahydrofuran , Water ; 0 °C → rt; 4 h, rt
3.1 Reagents: Triethylamine , 1-Hydroxybenzotriazole , 1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride Solvents: Dichloromethane ; 10 h, rt
4.1 Solvents: Tetrahydrofuran ; 3 h, 0 °C
5.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ; 15 min, rt
5.2 Solvents: Tetrahydrofuran ; 4 h, rt
6.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ; 3 h, 0 °C
7.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ; 3 h, 0 °C
8.1 Reagents: Potassium hydroxide Solvents: Ethanol , Water ; 48 h, rt
9.1 Reagents: Hydrochloric acid Solvents: Methanol ; 5 h, rt

参考文献：

An enantioselective total synthesis of (S)-(-)-licochalcone E: determination of the absolute configuration

Liu, Zhiguo; et al, Tetrahedron, 2010, 66(17), 3165-3172

合成路线：10 步

1227484-15-2

77943-39-6

864232-34-8

反应条件：

1.1 Reagents: Triethylamine , Pivaloyl chloride Solvents: Tetrahydrofuran ; -78 °C; 15 min, -78 °C; 1 h, 0 °C
1.2 Reagents: Butyllithium ; -78 °C; 40 min, -78 °C
1.3 2 h, -78 °C → rt
2.1 Reagents: Sodium bis(trimethylsilyl)amide Solvents: Tetrahydrofuran ; 1.2 h, -78 °C
2.2 4 h, -78 °C
3.1 Reagents: Lithium hydroxide , Hydrogen peroxide Solvents: Tetrahydrofuran , Water ; 0 °C → rt; 4 h, rt
4.1 Reagents: Triethylamine , 1-Hydroxybenzotriazole , 1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride Solvents: Dichloromethane ; 10 h, rt
5.1 Solvents: Tetrahydrofuran ; 3 h, 0 °C
6.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ; 15 min, rt
6.2 Solvents: Tetrahydrofuran ; 4 h, rt
7.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ; 3 h, 0 °C
8.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ; 3 h, 0 °C
9.1 Reagents: Potassium hydroxide Solvents: Ethanol , Water ; 48 h, rt
10.1 Reagents: Hydrochloric acid Solvents: Methanol ; 5 h, rt

参考文献：

An enantioselective total synthesis of (S)-(-)-licochalcone E: determination of the absolute configuration

Liu, Zhiguo; et al, Tetrahedron, 2010, 66(17), 3165-3172

合成路线：11 步

1227484-35-6

864232-34-8

反应条件：

1.1 Reagents: 2-Methyl-2-butene , Monosodium phosphate , Sodium perchlorate Solvents: tert-Butanol , Water ; 0 °C; 0 °C → rt; 30 min, rt
2.1 Reagents: Triethylamine , Pivaloyl chloride Solvents: Tetrahydrofuran ; -78 °C; 15 min, -78 °C; 1 h, 0 °C
2.2 Reagents: Butyllithium ; -78 °C; 40 min, -78 °C
2.3 2 h, -78 °C → rt
3.1 Reagents: Sodium bis(trimethylsilyl)amide Solvents: Tetrahydrofuran ; 1.2 h, -78 °C
3.2 4 h, -78 °C
4.1 Reagents: Lithium hydroxide , Hydrogen peroxide Solvents: Tetrahydrofuran , Water ; 0 °C → rt; 4 h, rt
5.1 Reagents: Triethylamine , 1-Hydroxybenzotriazole , 1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride Solvents: Dichloromethane ; 10 h, rt
6.1 Solvents: Tetrahydrofuran ; 3 h, 0 °C
7.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ; 15 min, rt
7.2 Solvents: Tetrahydrofuran ; 4 h, rt
8.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ; 3 h, 0 °C
9.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ; 3 h, 0 °C
10.1 Reagents: Potassium hydroxide Solvents: Ethanol , Water ; 48 h, rt
11.1 Reagents: Hydrochloric acid Solvents: Methanol ; 5 h, rt

参考文献：

An enantioselective total synthesis of (S)-(-)-licochalcone E: determination of the absolute configuration

Liu, Zhiguo; et al, Tetrahedron, 2010, 66(17), 3165-3172

合成路线：12 步

1227484-34-5

864232-34-8

反应条件：

1.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ; 0 °C; 3 h, 0 °C
2.1 Reagents: 2-Methyl-2-butene , Monosodium phosphate , Sodium perchlorate Solvents: tert-Butanol , Water ; 0 °C; 0 °C → rt; 30 min, rt
3.1 Reagents: Triethylamine , Pivaloyl chloride Solvents: Tetrahydrofuran ; -78 °C; 15 min, -78 °C; 1 h, 0 °C
3.2 Reagents: Butyllithium ; -78 °C; 40 min, -78 °C
3.3 2 h, -78 °C → rt
4.1 Reagents: Sodium bis(trimethylsilyl)amide Solvents: Tetrahydrofuran ; 1.2 h, -78 °C
4.2 4 h, -78 °C
5.1 Reagents: Lithium hydroxide , Hydrogen peroxide Solvents: Tetrahydrofuran , Water ; 0 °C → rt; 4 h, rt
6.1 Reagents: Triethylamine , 1-Hydroxybenzotriazole , 1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride Solvents: Dichloromethane ; 10 h, rt
7.1 Solvents: Tetrahydrofuran ; 3 h, 0 °C
8.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ; 15 min, rt
8.2 Solvents: Tetrahydrofuran ; 4 h, rt
9.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ; 3 h, 0 °C
10.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ; 3 h, 0 °C
11.1 Reagents: Potassium hydroxide Solvents: Ethanol , Water ; 48 h, rt
12.1 Reagents: Hydrochloric acid Solvents: Methanol ; 5 h, rt

参考文献：

An enantioselective total synthesis of (S)-(-)-licochalcone E: determination of the absolute configuration

Liu, Zhiguo; et al, Tetrahedron, 2010, 66(17), 3165-3172

合成路线：13 步

1227484-33-4

864232-34-8

反应条件：

1.1 Reagents: (Dimethyl sulfide)trihydroboron Solvents: Tetrahydrofuran ; 0 °C; 0 °C → rt; 1 h, rt
1.2 Reagents: Sodium hydroxide , Hydrogen peroxide ; 2 h, rt
2.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ; 0 °C; 3 h, 0 °C
3.1 Reagents: 2-Methyl-2-butene , Monosodium phosphate , Sodium perchlorate Solvents: tert-Butanol , Water ; 0 °C; 0 °C → rt; 30 min, rt
4.1 Reagents: Triethylamine , Pivaloyl chloride Solvents: Tetrahydrofuran ; -78 °C; 15 min, -78 °C; 1 h, 0 °C
4.2 Reagents: Butyllithium ; -78 °C; 40 min, -78 °C
4.3 2 h, -78 °C → rt
5.1 Reagents: Sodium bis(trimethylsilyl)amide Solvents: Tetrahydrofuran ; 1.2 h, -78 °C
5.2 4 h, -78 °C
6.1 Reagents: Lithium hydroxide , Hydrogen peroxide Solvents: Tetrahydrofuran , Water ; 0 °C → rt; 4 h, rt
7.1 Reagents: Triethylamine , 1-Hydroxybenzotriazole , 1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride Solvents: Dichloromethane ; 10 h, rt
8.1 Solvents: Tetrahydrofuran ; 3 h, 0 °C
9.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ; 15 min, rt
9.2 Solvents: Tetrahydrofuran ; 4 h, rt
10.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ; 3 h, 0 °C
11.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ; 3 h, 0 °C
12.1 Reagents: Potassium hydroxide Solvents: Ethanol , Water ; 48 h, rt
13.1 Reagents: Hydrochloric acid Solvents: Methanol ; 5 h, rt

参考文献：

An enantioselective total synthesis of (S)-(-)-licochalcone E: determination of the absolute configuration

Liu, Zhiguo; et al, Tetrahedron, 2010, 66(17), 3165-3172

合成路线：14 步

1779-49-3

1227484-32-3

864232-34-8

反应条件：

1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ; 15 min, rt
1.2 Solvents: Tetrahydrofuran ; 4 h, rt
1.3 Reagents: Ammonium chloride
2.1 Reagents: (Dimethyl sulfide)trihydroboron Solvents: Tetrahydrofuran ; 0 °C; 0 °C → rt; 1 h, rt
2.2 Reagents: Sodium hydroxide , Hydrogen peroxide ; 2 h, rt
3.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ; 0 °C; 3 h, 0 °C
4.1 Reagents: 2-Methyl-2-butene , Monosodium phosphate , Sodium perchlorate Solvents: tert-Butanol , Water ; 0 °C; 0 °C → rt; 30 min, rt
5.1 Reagents: Triethylamine , Pivaloyl chloride Solvents: Tetrahydrofuran ; -78 °C; 15 min, -78 °C; 1 h, 0 °C
5.2 Reagents: Butyllithium ; -78 °C; 40 min, -78 °C
5.3 2 h, -78 °C → rt
6.1 Reagents: Sodium bis(trimethylsilyl)amide Solvents: Tetrahydrofuran ; 1.2 h, -78 °C
6.2 4 h, -78 °C
7.1 Reagents: Lithium hydroxide , Hydrogen peroxide Solvents: Tetrahydrofuran , Water ; 0 °C → rt; 4 h, rt
8.1 Reagents: Triethylamine , 1-Hydroxybenzotriazole , 1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride Solvents: Dichloromethane ; 10 h, rt
9.1 Solvents: Tetrahydrofuran ; 3 h, 0 °C
10.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ; 15 min, rt
10.2 Solvents: Tetrahydrofuran ; 4 h, rt
11.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ; 3 h, 0 °C
12.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ; 3 h, 0 °C
13.1 Reagents: Potassium hydroxide Solvents: Ethanol , Water ; 48 h, rt
14.1 Reagents: Hydrochloric acid Solvents: Methanol ; 5 h, rt

参考文献：

An enantioselective total synthesis of (S)-(-)-licochalcone E: determination of the absolute configuration

Liu, Zhiguo; et al, Tetrahedron, 2010, 66(17), 3165-3172

合成路线：15 步

1227484-31-2

68-12-2

864232-34-8

反应条件：

1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ; 1 h, -78 °C
1.2 -78 °C → rt; 2 h, rt
2.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ; 15 min, rt
2.2 Solvents: Tetrahydrofuran ; 4 h, rt
2.3 Reagents: Ammonium chloride
3.1 Reagents: (Dimethyl sulfide)trihydroboron Solvents: Tetrahydrofuran ; 0 °C; 0 °C → rt; 1 h, rt
3.2 Reagents: Sodium hydroxide , Hydrogen peroxide ; 2 h, rt
4.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ; 0 °C; 3 h, 0 °C
5.1 Reagents: 2-Methyl-2-butene , Monosodium phosphate , Sodium perchlorate Solvents: tert-Butanol , Water ; 0 °C; 0 °C → rt; 30 min, rt
6.1 Reagents: Triethylamine , Pivaloyl chloride Solvents: Tetrahydrofuran ; -78 °C; 15 min, -78 °C; 1 h, 0 °C
6.2 Reagents: Butyllithium ; -78 °C; 40 min, -78 °C
6.3 2 h, -78 °C → rt
7.1 Reagents: Sodium bis(trimethylsilyl)amide Solvents: Tetrahydrofuran ; 1.2 h, -78 °C
7.2 4 h, -78 °C
8.1 Reagents: Lithium hydroxide , Hydrogen peroxide Solvents: Tetrahydrofuran , Water ; 0 °C → rt; 4 h, rt
9.1 Reagents: Triethylamine , 1-Hydroxybenzotriazole , 1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride Solvents: Dichloromethane ; 10 h, rt
10.1 Solvents: Tetrahydrofuran ; 3 h, 0 °C
11.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ; 15 min, rt
11.2 Solvents: Tetrahydrofuran ; 4 h, rt
12.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ; 3 h, 0 °C
13.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ; 3 h, 0 °C
14.1 Reagents: Potassium hydroxide Solvents: Ethanol , Water ; 48 h, rt
15.1 Reagents: Hydrochloric acid Solvents: Methanol ; 5 h, rt

参考文献：

An enantioselective total synthesis of (S)-(-)-licochalcone E: determination of the absolute configuration

Liu, Zhiguo; et al, Tetrahedron, 2010, 66(17), 3165-3172

合成路线：16 步

1227484-27-6

18162-48-6

864232-34-8

反应条件：

1.1 Reagents: Imidazole Solvents: Dimethylformamide ; 30 min, 0 °C
1.2 Reagents: Ammonium chloride
2.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ; 1 h, -78 °C
2.2 -78 °C → rt; 2 h, rt
3.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ; 15 min, rt
3.2 Solvents: Tetrahydrofuran ; 4 h, rt
3.3 Reagents: Ammonium chloride
4.1 Reagents: (Dimethyl sulfide)trihydroboron Solvents: Tetrahydrofuran ; 0 °C; 0 °C → rt; 1 h, rt
4.2 Reagents: Sodium hydroxide , Hydrogen peroxide ; 2 h, rt
5.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ; 0 °C; 3 h, 0 °C
6.1 Reagents: 2-Methyl-2-butene , Monosodium phosphate , Sodium perchlorate Solvents: tert-Butanol , Water ; 0 °C; 0 °C → rt; 30 min, rt
7.1 Reagents: Triethylamine , Pivaloyl chloride Solvents: Tetrahydrofuran ; -78 °C; 15 min, -78 °C; 1 h, 0 °C
7.2 Reagents: Butyllithium ; -78 °C; 40 min, -78 °C
7.3 2 h, -78 °C → rt
8.1 Reagents: Sodium bis(trimethylsilyl)amide Solvents: Tetrahydrofuran ; 1.2 h, -78 °C
8.2 4 h, -78 °C
9.1 Reagents: Lithium hydroxide , Hydrogen peroxide Solvents: Tetrahydrofuran , Water ; 0 °C → rt; 4 h, rt
10.1 Reagents: Triethylamine , 1-Hydroxybenzotriazole , 1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride Solvents: Dichloromethane ; 10 h, rt
11.1 Solvents: Tetrahydrofuran ; 3 h, 0 °C
12.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ; 15 min, rt
12.2 Solvents: Tetrahydrofuran ; 4 h, rt
13.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ; 3 h, 0 °C
14.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ; 3 h, 0 °C
15.1 Reagents: Potassium hydroxide Solvents: Ethanol , Water ; 48 h, rt
16.1 Reagents: Hydrochloric acid Solvents: Methanol ; 5 h, rt

参考文献：

An enantioselective total synthesis of (S)-(-)-licochalcone E: determination of the absolute configuration

Liu, Zhiguo; et al, Tetrahedron, 2010, 66(17), 3165-3172

合成路线：17 步

1227484-24-3

864232-34-8

反应条件：

1.1 Reagents: Sodium borohydride Solvents: Methanol ; 30 min, 0 °C
2.1 Reagents: Imidazole Solvents: Dimethylformamide ; 30 min, 0 °C
2.2 Reagents: Ammonium chloride
3.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ; 1 h, -78 °C
3.2 -78 °C → rt; 2 h, rt
4.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ; 15 min, rt
4.2 Solvents: Tetrahydrofuran ; 4 h, rt
4.3 Reagents: Ammonium chloride
5.1 Reagents: (Dimethyl sulfide)trihydroboron Solvents: Tetrahydrofuran ; 0 °C; 0 °C → rt; 1 h, rt
5.2 Reagents: Sodium hydroxide , Hydrogen peroxide ; 2 h, rt
6.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ; 0 °C; 3 h, 0 °C
7.1 Reagents: 2-Methyl-2-butene , Monosodium phosphate , Sodium perchlorate Solvents: tert-Butanol , Water ; 0 °C; 0 °C → rt; 30 min, rt
8.1 Reagents: Triethylamine , Pivaloyl chloride Solvents: Tetrahydrofuran ; -78 °C; 15 min, -78 °C; 1 h, 0 °C
8.2 Reagents: Butyllithium ; -78 °C; 40 min, -78 °C
8.3 2 h, -78 °C → rt
9.1 Reagents: Sodium bis(trimethylsilyl)amide Solvents: Tetrahydrofuran ; 1.2 h, -78 °C
9.2 4 h, -78 °C
10.1 Reagents: Lithium hydroxide , Hydrogen peroxide Solvents: Tetrahydrofuran , Water ; 0 °C → rt; 4 h, rt
11.1 Reagents: Triethylamine , 1-Hydroxybenzotriazole , 1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride Solvents: Dichloromethane ; 10 h, rt
12.1 Solvents: Tetrahydrofuran ; 3 h, 0 °C
13.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ; 15 min, rt
13.2 Solvents: Tetrahydrofuran ; 4 h, rt
14.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ; 3 h, 0 °C
15.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ; 3 h, 0 °C
16.1 Reagents: Potassium hydroxide Solvents: Ethanol , Water ; 48 h, rt
17.1 Reagents: Hydrochloric acid Solvents: Methanol ; 5 h, rt

参考文献：

An enantioselective total synthesis of (S)-(-)-licochalcone E: determination of the absolute configuration

Liu, Zhiguo; et al, Tetrahedron, 2010, 66(17), 3165-3172

合成路线：18 步

1227484-18-5

74-88-4

864232-34-8

反应条件：

1.1 Reagents: Potassium carbonate Solvents: Acetone ; 16 h, rt
2.1 Reagents: Sodium borohydride Solvents: Methanol ; 30 min, 0 °C
3.1 Reagents: Imidazole Solvents: Dimethylformamide ; 30 min, 0 °C
3.2 Reagents: Ammonium chloride
4.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ; 1 h, -78 °C
4.2 -78 °C → rt; 2 h, rt
5.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ; 15 min, rt
5.2 Solvents: Tetrahydrofuran ; 4 h, rt
5.3 Reagents: Ammonium chloride
6.1 Reagents: (Dimethyl sulfide)trihydroboron Solvents: Tetrahydrofuran ; 0 °C; 0 °C → rt; 1 h, rt
6.2 Reagents: Sodium hydroxide , Hydrogen peroxide ; 2 h, rt
7.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ; 0 °C; 3 h, 0 °C
8.1 Reagents: 2-Methyl-2-butene , Monosodium phosphate , Sodium perchlorate Solvents: tert-Butanol , Water ; 0 °C; 0 °C → rt; 30 min, rt
9.1 Reagents: Triethylamine , Pivaloyl chloride Solvents: Tetrahydrofuran ; -78 °C; 15 min, -78 °C; 1 h, 0 °C
9.2 Reagents: Butyllithium ; -78 °C; 40 min, -78 °C
9.3 2 h, -78 °C → rt
10.1 Reagents: Sodium bis(trimethylsilyl)amide Solvents: Tetrahydrofuran ; 1.2 h, -78 °C
10.2 4 h, -78 °C
11.1 Reagents: Lithium hydroxide , Hydrogen peroxide Solvents: Tetrahydrofuran , Water ; 0 °C → rt; 4 h, rt
12.1 Reagents: Triethylamine , 1-Hydroxybenzotriazole , 1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride Solvents: Dichloromethane ; 10 h, rt
13.1 Solvents: Tetrahydrofuran ; 3 h, 0 °C
14.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ; 15 min, rt
14.2 Solvents: Tetrahydrofuran ; 4 h, rt
15.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ; 3 h, 0 °C
16.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ; 3 h, 0 °C
17.1 Reagents: Potassium hydroxide Solvents: Ethanol , Water ; 48 h, rt
18.1 Reagents: Hydrochloric acid Solvents: Methanol ; 5 h, rt

参考文献：

An enantioselective total synthesis of (S)-(-)-licochalcone E: determination of the absolute configuration

Liu, Zhiguo; et al, Tetrahedron, 2010, 66(17), 3165-3172

合成路线：19 步

116096-90-3

107-30-2

864232-34-8

反应条件：

1.1 Reagents: Potassium carbonate Solvents: Acetone ; 5 h, rt
2.1 Reagents: Potassium carbonate Solvents: Acetone ; 16 h, rt
3.1 Reagents: Sodium borohydride Solvents: Methanol ; 30 min, 0 °C
4.1 Reagents: Imidazole Solvents: Dimethylformamide ; 30 min, 0 °C
4.2 Reagents: Ammonium chloride
5.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ; 1 h, -78 °C
5.2 -78 °C → rt; 2 h, rt
6.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ; 15 min, rt
6.2 Solvents: Tetrahydrofuran ; 4 h, rt
6.3 Reagents: Ammonium chloride
7.1 Reagents: (Dimethyl sulfide)trihydroboron Solvents: Tetrahydrofuran ; 0 °C; 0 °C → rt; 1 h, rt
7.2 Reagents: Sodium hydroxide , Hydrogen peroxide ; 2 h, rt
8.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ; 0 °C; 3 h, 0 °C
9.1 Reagents: 2-Methyl-2-butene , Monosodium phosphate , Sodium perchlorate Solvents: tert-Butanol , Water ; 0 °C; 0 °C → rt; 30 min, rt
10.1 Reagents: Triethylamine , Pivaloyl chloride Solvents: Tetrahydrofuran ; -78 °C; 15 min, -78 °C; 1 h, 0 °C
10.2 Reagents: Butyllithium ; -78 °C; 40 min, -78 °C
10.3 2 h, -78 °C → rt
11.1 Reagents: Sodium bis(trimethylsilyl)amide Solvents: Tetrahydrofuran ; 1.2 h, -78 °C
11.2 4 h, -78 °C
12.1 Reagents: Lithium hydroxide , Hydrogen peroxide Solvents: Tetrahydrofuran , Water ; 0 °C → rt; 4 h, rt
13.1 Reagents: Triethylamine , 1-Hydroxybenzotriazole , 1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride Solvents: Dichloromethane ; 10 h, rt
14.1 Solvents: Tetrahydrofuran ; 3 h, 0 °C
15.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ; 15 min, rt
15.2 Solvents: Tetrahydrofuran ; 4 h, rt
16.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ; 3 h, 0 °C
17.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ; 3 h, 0 °C
18.1 Reagents: Potassium hydroxide Solvents: Ethanol , Water ; 48 h, rt
19.1 Reagents: Hydrochloric acid Solvents: Methanol ; 5 h, rt

参考文献：

An enantioselective total synthesis of (S)-(-)-licochalcone E: determination of the absolute configuration

Liu, Zhiguo; et al, Tetrahedron, 2010, 66(17), 3165-3172